6'-hydroxy-6'-methyl-6',7'-dihydro-2'H,5'H-spiro[cyclohexane-1,8'-[1,2,4]oxadiazolo[2,3-a]pyridin]-2'-one | 1174070-11-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6'-hydroxy-6'-methyl-6',7'-dihydro-2'H,5'H-spiro[cyclohexane-1,8'-[1,2,4]oxadiazolo[2,3-a]pyridin]-2'-one
• 英文别名: 6-Hydroxy-6-methylspiro[5,7-dihydro-[1,2,4]oxadiazolo[2,3-a]pyridine-8,1'-cyclohexane]-2-one；6-hydroxy-6-methylspiro[5,7-dihydro-[1,2,4]oxadiazolo[2,3-a]pyridine-8,1'-cyclohexane]-2-one
• CAS: 1174070-11-1
• 化学式: C₁₂H₁₈N₂O₃
• 分子量: 238.287
• InChiKey: DTIHVMXNKYTMMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  62.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-amino-4-methyl-2-azaspiro[5.5]undec-1-en-4-ol 2-oxide 、 氯甲酸异丁酯 在 三乙胺 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 22.0h， 以72%的产率得到6'-hydroxy-6'-methyl-6',7'-dihydro-2'H,5'H-spiro[cyclohexane-1,8'-[1,2,4]oxadiazolo[2,3-a]pyridin]-2'-one
  参考文献：
  名称：

  A Cascade Approach to Cyclic Aminonitrones: Reaction Discovery, Mechanism, and Scope

  摘要：

  Treatment of omega-epoxynitriles with hydroxylamine affords cyclic aminonitrones in a single step and with high stereoselectivity. The scope of this novel transformation was explored in a series of examples. The aminonitrone products were shown to be useful substrates for further selective elaboration.

  DOI：

  10.1021/ol9010147

文献信息

• A Cascade Approach to Cyclic Aminonitrones: Reaction Discovery, Mechanism, and Scope
  作者：Rojita Sharma、Paul G. Bulger、Michael McNevin、Peter G. Dormer、Richard G. Ball、Eric Streckfuss、James F. Cuff、Jingjun Yin、Cheng-yi Chen

  DOI：10.1021/ol9010147

  日期：2009.8.6

  Treatment of omega-epoxynitriles with hydroxylamine affords cyclic aminonitrones in a single step and with high stereoselectivity. The scope of this novel transformation was explored in a series of examples. The aminonitrone products were shown to be useful substrates for further selective elaboration.